Big Pine Key Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Waterfront properties for sale in Big Pine Key are wonderful for Florida Keys real estate buyers who are looking for a relaxing enclave in one of the most beautiful spots in the Keys.  The key is known for its natural beauty, and purchasing a Big Pine Key waterfront home for sale is the perfect way to take advantage of this appeal.  This is the largest island in the Lower Florida Keys, with great neighborhoods including Punta Brisa, Long Beach Estates and more.  Though the key is large in land area, it is not as densely populated as other areas, creating a secluded, tranquil atmosphere.  Browse the Florida Keys MLS for all Big Pine Key waterfront home listings below.

Total Listings 52
Order By:

1667  Narcissus Avenue  For Sale, MLS 588323
$300,600
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 840 SqFt Days Listed: 22
Half Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Take a look at the Waterfront 2 Bedroom 1 Bath 1/2 a duplex with a concrete dock.

3643  Caribbean Street  For Sale, MLS 587609
$380,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 67
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other

2 Bedroom/2 Bathroom home amidst the trees. Only one of 4 homes on street located in Port Pine Heights. Conservation lot on one side and vacant lot on other side creating plenty of privacy. Standard modular layout in need of updating. 360 sq ft Storage room downstairs. New AC in 2016.

146  Pelican Lane  For Sale, MLS 585908
$389,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 195
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

You will love this nicely maintained home, perfect for relaxing and enjoying the Keys lifestyle. Canal side features a wooden dock and deck, with tropical landscaping, fenced for privacy. Kayak and swim in the plugged canal with swim ladder. Mexican tile and bamboo ceilings in the great room; bedrooms have laminate flooring. Open floor plan with cathedral ceilings and a great screened porch off the living area overlooking the canal. Strong rental history.

31382  Avenue I   For Sale, MLS 587801
$389,700
Big Pine Key
Grieser Subdivision   - MM: 31.00
2 Bed, 2 Baths, 952 SqFt Days Listed: 55
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits70ft.Concrete

Open water views and quick boat access! If you love to fish and get out on the water, it doesnt get much better than this for the price. A mobile home replacement in 1991, this 952 sq. ft., 2BD/2BA manufactured home was recently updated with Hardie-plank siding, metal roof and new windows. Abundant built-in cabinets provide always-needed storage space. The CBS detached garage is a bonus! The 70 x 75 ft. lot offers 70 ft. of canal-frontage and concrete seawall. Boat davits need new motors, As-Is. Canal was recently cleaned as part of Monroe Countys Canal Restoration project.

3W  Cook Island   For Sale, MLS 569257
$390,000
Big Pine Key
Cook Island   - MM: 29.00
3 Bed, 3 Baths, 1,085 SqFt Days Listed: 1457
-60.00% ($585,000) 3 Price Changes : Last Change 680 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

**ROGO EXEMPTION LETTER** Island home received damage from hurricane Irma, and is being sold as is. Property can be considered as rare offshore island vacant land with direct Atlantic ocean views! ROGO exemption letter on file with a building right, buyer to verify.

3868  Sunset Drive  For Sale, MLS 587733
$439,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 59
-2.23% ($10,000) 1 Price Change : Last Change 32 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

No Water Intrusion in Irma. Excellent Location , Great Boating, Sunset Skies, Private Garden Area & Mature Landscape. With Just 4 Lots From Open Water & Minutes Walk to Sunset Park This CBS Home Features Tile Floors Throughout, Large Closets, New Appliances, New A/C Split Units, New Roof Coat, Fruit Trees, Larger Lot With Ample Parking For All Your Toys. Steps Into The Canal Offer A Great Way To Launch Paddleboards or Kayaks.... Home Is Hooked Up To Sewer And Ready For A New Owner. Enjoy The Outdoors Inside A Screened Patio That Overlooks The Opening Of the Beautiful Canal .....There Is Room For A Pool & Possible Additions. All Has Been Nicely Maintained.

29651  Independence Avenue  For Sale, MLS 588611
$439,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,280 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

Excellent Pine Channel Estates location! This elevated home is located on a 40 canal with quick access to both ocean and back country. Features include a 75 concrete seawall with step down, low maintenance yard, large screened deck overlooking the canal, newer metal roof (2018), and an open concept floor plan. Perfect home for the buyer looking to make some updates!

55  Lobstertail Road  For Sale, MLS 588443
$449,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,704 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Lovely single family home located in a great neighborhood in Big Pine Key.This spacious 2 bedroom 2 bath home (room for 3rd Bedroom) has a swimming canal in the back, perfect to cool off on a hot summer day. This home has a great wrap around balcony, Vaulted Ceilings, Jacuzzi Bath. Lots of Storage downstairs and screen in porch. As great as it is now and has even more potential for the new home owner.

3768  Gumbo Limbo Street  For Sale, MLS 585012
$449,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 962 SqFt Days Listed: 255
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Cute & Charming 2 bedroom, 2 bath CBS home on a large corner, fenced lot. Large sliding glass doors from bedrooms & living room.. Wrap around wood patio decking. Canal front home with concrete dock & easy access to open water. Nicely landscaped with wood deck & shade panels over outdoor Entertainment area with sink. Room to park RV or boat trailer. Covered patio or storage. Lower insurance costs. Flood Ins $367.00, Wind Ins $2,301 Homeowners $872.24

3979  Eugene Road  For Sale, MLS 587674
$454,600
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,107 SqFt Days Listed: 64
-4.99% ($23,900) 1 Price Change : Last Change 7 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

Boating and wildlife ... two of our favorite things in the Lower Keys! This 1107 sq. ft. home is a one-of-a-kind design featuring over 700 sq. ft. of enclosed storage on the ground level. Enjoy wetland views, migratory birds, roaming key deer and boat access to both the back-country and ocean. Built as 3BD/2BA, the 2nd bedroom is used as an office; a previous owner put a spiral staircase in the closet connecting it to tiled storage space on ground level. 3rd bedroom has a laundry closet with washer and dryer. Ideal for a couple, a few tweaks may be desired in order to use as 3 traditional bedrooms. Master suite opens onto the canal-side porch. All the French doors in the ground-level storage room are impact-resistant; all other openings have shutters up and down.

3923  Diane Road  For Sale, MLS 587603
$465,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,123 SqFt Days Listed: 68
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

2 Bedroom, 2 Full Bathroom canal home in quiet neighborhood. Front foyer entry with interior stairs to upstairs. Irma repairs: New carpeting, new shingle roof, AC, vinyl siding. Sewer hookup complete, fenced yard, concrete dockage, garage, 421 sq ft downstairs enclosed storage.

3640  Fox Street  For Sale, MLS 588043
$473,900
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,024 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

The perfect vacation rental home. (28 night min) This home comes fully furnished! Double Lot Canal Front home. This home offers great boating,fishing and watersports or all kind for both the Gulf of Mexico/Back Country and Atlanic side with easy access right from you dock. You can alos bring the RV and boat trailer too this lot is HUGE! There is plenty of space to park both! 2 bedroom 2 bath with kitchen that opens to the family room. There is plenty of storage space with this home from a downstairs enclosure along with storage sheds.This home has been hooked up to sewer. There is a small fenced area to grow your plants and herbs. The home is being sold furnished so just bring your clothes and toothbrush.

3651 S Seas Street  For Sale, MLS 587584
$478,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,068 SqFt Days Listed: 70
-4.02% ($20,000) 1 Price Change : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits50ft.

Enjoy both Back country and deep water fishing with easy access to both Gulf of Mexico and Atlantic.This home offers 2 bedrooms and 2 Full bathrooms. There is an area off of the living room that could be converted to a 3rd bedroom. Downstairs enclosure is perfect to store all your fishing and boating gear. Close to grocery store, shops, restaurants and tiki bars.

3646  Gulfstream Street  For Sale, MLS 588471
$485,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 988 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 30ft.Concrete

Comfort at an inviting price. This serene canal front charmer in a quiet neighborhood is a great investment opportunity or call this home. Enjoy the view from your screened in porch-privacy- two government owned vacant lots directly across your canal. Easy care yard. Ample room for toys. Covered parking and storage galore. Bright and cheerful elevated living featuring two bedrooms and two baths. Friendly community with many amenities-close to shopping, restaurants, bars. Vacation living year round found here-fish, dive, sail, swim, entertain and enjoy.

29123  Rose Drive  For Sale, MLS 588428
$489,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,036 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Solid concrete canal front home with a metal roof located in the highly desirable friendly neighborhood of Eden Pines in the Lower Florida Keys where you will find the most beautiful backcountry islands and mangrove lined creeks to explore. It is world renown for flats fishing and only a short run to some of the best offshore fishing and diving grounds around. Property has a concrete step down seawall for easy on & off your boat at any tide. Built on short stilts so it is perfect for someone who doesnt want to deal with a full flight of steps yet still be above flood. Offers nice sized bedrooms, an open floorpan, tile throughout, and a screened porch to kick back and relax overlooking the canal. Plenty of off street parking and a fenced yard. Only 3 blocks from the neighborhood boat ramp.

2034  Matthews Road  For Sale, MLS 587405
$489,500
Big Pine Key
Doctors Arm   - MM: 30.50
2 Bed, 2 Baths, 912 SqFt Days Listed: 83
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davits60ft

Whether youre looking for a weekend getaway, rental investment or year round living in the Keys, this could be just the one! The furnished, 2BD/2BD home is situated on a fenced 60 x 100 ft. lot with 60 ft. dock, boat lift, shed, covered parking and storage under the house. 40 ft. wide canal is flow-through and offers excellent, quick access to Bogie Channel. Tongue & groove wood ceilings, tile floors with wood floors in the bedrooms, screened porch overlooking the canal, accordion shutters. Just bring your toothbrush! Sewer hookup is complete. Wooded lot to south is owned by Monroe County Land Authority and will not be developed.

3607  Tropic Street  For Sale, MLS 587159
$499,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 104
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads47ft.

This 2 bedroom 1.5 bathroom houseis all about the location on corner lot with open water views! Needs kitchen and bathroom updating and you will have your paradise home! Cornerconcrete seawall with super quick access to Pine Channel. Newer AC and new shingle roof.

3674 S Seas Street  For Sale, MLS 588391
$499,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

This home is a must see. This beautiful well maintained home is move in ready. The upgraded kitchen has granite counter tops and stainless steel appliances. This home has beautiful views from the large porch area and a large dock. This home is perfect and ready for you to move in.A few updates are a new metal roof 2018, exterior was painted in 2017, new railings on the deck in 2016;, and a new HVAC system in 2014.The vacant lots across the canal are government-owned for environmental purposes, so you wont have neighbors across the canal.

3624  Fox Street  For Sale, MLS 587737
$505,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 59
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits60ft.Concrete

Great access to both Gulf and Atlantic with just a short boat ride to open water. Relax in this updated 2 bedroom 2 bathroom canal front home in the Port Pine Heights neighborhood. This home offers an updated kitchen as well was both bathrooms. A new roof and A/C were installed in 2018. Enjoy the sunsets while drinking your cocktail on the 2nd floor screened in patio over looking concrete dock and canal. Davits have also been installed for your boat. There is plenty of parking and this home also offers parking under the home. There is a downstairs enclosure to store all your fishing and boating needs. This home has been hooked up to sewer as well. Easy to show just text or call listing agent. Dont miss this turn key move in ready home!

30945  Oettley Drive  For Sale, MLS 584298
$526,000
Big Pine Key
Punta Brisa   - MM: 31.00
3 Bed, 3 Baths, 1,033 SqFt Days Listed: 302
-11.60% ($69,000) 4 Price Changes : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsCut/Natural

Over 200 of canal frontage, concrete dock & davits on .42 acre. If youre looking for terrific boating and a lot of land, this is it. Owners recently completed the master suite addition making this home a total of 3bd/2ba with laundry space. Kitchen was recently updated with new cabinets and beautiful, light granite counter tops. Tile floors throughout, central air, impact-resistant windows and doors. One cannot help but fall in love with the many key deer that consider the huge yard their home and rest under the mature trees. Fenced back yard is ideal for pets or children. Two storage sheds on site are included. The quiet neighborhood offers very quick boat access to Bogie Channel, the back country and ocean. Already hooked up to the sewer.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 12-11-2019.

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Key Largo, Florida 33070

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